A lush garden with a pond, ferns, and flowering plants.

Upwey Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Upwey vacation rentals

Exterior

1. The Little Cottage

The Little Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Clean cottage, great location, comfortable beds."
Australia
Lea
The price is AED 2,409
AED 2,891 total
includes taxes & fees
3 Sep - 4 Sep
The Little Cottage
Smart TV

2. Cosy Peacehaven. Free on site Parking! Pet friendly!

Cosy Peacehaven. Free on site Parking! Pet friendly!
Weymouth
9.4 out of 10, Exceptional, (3 reviews)
"Perfect flat which contained everything we needed for a great stay. It is in an excellent location and parking was a great bonus to us. Communication was great with clear instructions and thoughtful little extras."
United Kingdom
Chloe
The price is AED 437
AED 642 total
includes taxes & fees
6 Sep - 7 Sep
Cosy Peacehaven. Free on site Parking! Pet friendly!
Interior

3. Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is AED 746
AED 850 total
includes taxes & fees
2 Sep - 3 Sep
Hardy View Farm House
Beach nearby

4. The Sailors Studio|Sleeps2|Weymouth Beach|

The Sailors Studio|Sleeps2|Weymouth Beach|
Weymouth Town Center
The Sailors Studio|Sleeps2|Weymouth Beach|
1 bedroom, desk, travel crib, WiFi

5. Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Weymouth Town Center
8.4 out of 10, Very Good, (5 reviews)
"Lovely property, well equipped and comfy beds"
United Kingdom
Kim E.
Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Beach

6. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (5 reviews)
"The house was outstanding, probably the best we’ve ever experienced. It is exceptionally clean, comfortable for our family of 5, and convenient to the sites in the area. We would stay there again if we return."
United States
Kristina
The price is AED 746
AED 1,701 total
includes taxes & fees
6 Sep - 7 Sep
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Exterior

7. Ideal Spring Breaks for Couples

Ideal Spring Breaks for Couples
Morcombelake
9.6 out of 10, Exceptional, (7 reviews)
"Great place to stay, "
United Kingdom
Gary C.
The price is AED 528
AED 911 total
includes taxes & fees
31 Aug - 1 Sep
Ideal Spring Breaks for Couples
Exterior

8. Spring Cottage Escape for Couples

Spring Cottage Escape for Couples
BRIDPORT
9.4 out of 10, Exceptional, (6 reviews)
"We had a great stay ...house was lovely, well equipped & communication was very good with owner."
United Kingdom
Tracey H.
The price is AED 582
AED 970 total
includes taxes & fees
31 Aug - 1 Sep
Spring Cottage Escape for Couples
Exterior

9. The Apple House at Moorbath Farm

The Apple House at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (5 reviews)
"Really nice property ,all nicely finished to a high standard.liked the oak used. We had a nice few days-if you want somewhere peaceful and quiet this is ideal. "
United Kingdom
christopher b.
The price is AED 662
AED 1,035 total
includes taxes & fees
27 Sep - 28 Sep
The Apple House at Moorbath Farm
Outdoor dining

10. Battys Barn at Moorbath Farm

Battys Barn at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (7 reviews)
"Host was very helpful with good communication. The property was very well presented and very clean. It was a really nice stay."
United Kingdom
James A.
The price is AED 1,077
AED 1,450 total
includes taxes & fees
31 Aug - 1 Sep
Battys Barn at Moorbath Farm
Property grounds

11. Hide-a-way

Hide-a-way
2.5 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"It was in a peaceful location, although a bit far for walking into town. But the facilities were spot on, though there is no oven to cook proper meals. For someone who needs a quiet, chilled out, restful timeout, it is the perfect place to stay."
United Kingdom
Kim
The price is AED 1,720
AED 2,064 total
includes taxes & fees
2 Sep - 3 Sep
Hide-a-way
Smart TV, books

12. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Winterborne Whitechurch
10.0 out of 10, Exceptional, (1 review)
"Great place!"
United States
Cord
The price is AED 1,591
AED 1,815 total
includes taxes & fees
21 Sep - 22 Sep
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Interior

13. The Apple Loft at Jordan House

The Apple Loft at Jordan House
3.0 star property
Overcombe
The price is AED 2,143
AED 2,571 total
includes taxes & fees
7 Sep - 8 Sep
The Apple Loft at Jordan House
2 bedrooms, WiFi (free), individually decorated, individually furnished

14. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is AED 1,999
AED 2,399 total
includes taxes & fees
6 Sep - 7 Sep
Sea Spray
Marina

15. Brewery View

Brewery View
2.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Very clean, location great, comfortable and we received regular updates and communication. All very helpful"
United Kingdom
Helen
The price is AED 1,910
AED 2,292 total
includes taxes & fees
2 Sep - 3 Sep
Brewery View
Exterior

16. Bracken Cottage

Bracken Cottage
3.0 star property
Weymouth
8.0 out of 10, Very Good, (1 review)
"Had a great 6 night stay here. Check in was very easy, key safe on the wall outside. As soon as we got inside the cottage, which had a lovely warm welcoming cosy feel to it. We loved all the little extra decorations scattered around. Well stocked with plates, glasses cutlery etc.. Even some extras that we didn't expect like the smoothie blender and spice rack. Only downside was all the towels were bundled in a heap on the bathroom floor. Not sure what had happened here, whether the cleaners had...
United Kingdom
michael
The price is AED 1,939
AED 2,327 total
includes taxes & fees
12 Sep - 13 Sep
Bracken Cottage
Interior

17. 2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is AED 1,823
AED 2,188 total
includes taxes & fees
23 Sep - 24 Sep
2 Bathsheba Terrace
Marina

18. Day Cottage

Day Cottage
3.0 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
"The cottage was absolutely excellent , clean, had everything you need,cosy, couldn’t ask for more ,also not far from the beach "
United Kingdom
Cindy
The price is AED 1,665
AED 1,998 total
includes taxes & fees
9 Sep - 10 Sep
Day Cottage
Terrace/patio

19. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is AED 3,423
AED 4,108 total
includes taxes & fees
7 Sep - 8 Sep
Ash Corner Cottage
Marina

20. Harbour Retreat

Harbour Retreat
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"A very good location and a lovely property. You are in the centre of town so expect some noise. The only downside is the parking. I misunderstood the zone map and got a ticket. When I did understand the map I couldn’t find a space anywhere so use the recommended car park across the river which is reasonably priced. Visit was in May half term and the town was busy on a bank holiday weekend so probably why"
United Kingdom
christian
The price is AED 1,838
AED 2,206 total
includes taxes & fees
28 Sep - 29 Sep
Harbour Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Upwey Hotel Reviews

George Albert Hotel & Spa

George Albert Hotel & Spa

10/10 Excellent
"Really good stay high standards maintained throughout without being intrusive"
ian 2-night trip
Posted 11 hours ago
George Albert Hotel & Spa

Frequently asked questions

Can I find a vacation rental in Upwey?

Yes, we offer vacation rentals near well known points of interest in Upwey, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Upwey has to offer?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: Visitors like this Upwey vacation home rental. It comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Upwey?

While exploring the area, visit family-friendly sights like SEA LIFE Centre Weymouth, or get outside and enjoy nature at Dorset National Landscape. In the larger area, you’ll find Bowleaze Cove Beach and Osmington Bay Beach.

What’s a vacation rental in Upwey like?

Vacation rentals are private properties you can book for a long or short time in Upwey. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.